
Vacation rentals with a pool in Milton
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Milton
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Popular amenities for Milton rentals with a pool
House rentals with a pool

Vacation Getaway with Heated Spa-Pool Open365 Days
I had an amazing experience staying at this beautiful home. The property was exactly as described, and even better in person! It was clean, spacious, and thoughtfully decorated, making it feel like a home away from home. The host was incredibly welcoming and responsive, ensuring that we had everything we needed for a comfortable stay. The location was perfect, with easy access to local attractions and amenities. I highly recommend this place to anyone looking for a relaxing and enjoyable stay. Can't wait to return!

Heated Pool-tub Open 365 Days
Miles was great and the place is amazing - would definitely stay there again!

Stunning Large Character Family home
The house was easy to find. The lock was having trouble but then we were able to get in. The next day realized the lock on the house was malfunctioning and that was why we had trouble getting in. Texted the owner and someone was immediately sent to fix(replace the lock). Great customer service from the owners.

10 Acre Farmhouse with Pool + 5 Bedrooms/3 Baths
This place was absolutley spotless and communication was amazing even though nothing was needed til checkout. Would love to have enjoyed pool but tough in January. Minimal amount of snow fell and they had someone come shovel and salt.

WhiteOrchid LuxuryHome WithSaltHeatedSwimmingPool
Beautiful, peaceful home with extremely comfortable and large beds. It's obvious that hosts take a great deal of pride in the property which has everything one could need. Excellent base to visit the Falls, Niagara on the Lake and the outlets. Walking distance to the Royal Niagara Golf Course (where you can hire clubs). Last but not least an amazing pool too.

Luxury 2bedroom Unit in the city/heated salt pool.
We had a great time at Bessa’s. The house was beautifully decorated. The pool and back yard were amazing. We will definitely be back. I would highly recommend staying here.

King West Victorian Studio Gem
One of the best Airbnb stays! I love the character of the space, the location is fantastic, and the availability of amenities all around. The best part was the softness of the bed sheets! I value a good night sleep, and the bed was so comfortable. Wi-Fi was extremely fast and made working from home a breeze. The kitchen is well stocked with everything needed to make yourself at home. Thank you Kathleen. I'll definitely book again in the future.

Boutique Wine Country Home with Pool and Hot Tub
Perfect place to stay in NOTL! Great location central to old town, Niagara Falls, & St Catherine’s (good resturaunts). House had lots of space, nice deck. Upgraded hot tub, clean, and a great size! Host responds quickly. Super cute house. Only con was the living room couch wasn’t the most comfortable —but that was only a minor inconvenience. Comfy beds, nice shower with multiple shower heads. Great water pressure. Clean/simple decor with lots of windows & nature light. Also had a great pool—wish we went in the summer time to enjoy it! Would definetly stay there again!
Condo rentals with a pool

Luxury Downtown 2Bed by ScotiaBank Arena + Parking
You cannot beat this location! The Airbnb exceeded our expectations. It was spacious with all the amenities you could want. An amazing space with spectacular views, and a patio to enjoy our time even more. Close to absolutely everything. We walked everywhere, took in a hockey game and felt like we were living in downtown Toronto. A perfect weekend getaway. Highly recommended!

Modern Downtown Condo Free Parking/ Walk to Lake
Jessica was one of the best Airbnb hosts I’ve had in a long time! I celebrated my three-year anniversary here with my partner, and it was absolutely perfect. Jessica went above and beyond by setting up the room beautifully with flowers, rose petals, and electric candles—my partner was overjoyed. She was incredibly accommodating, allowing us to check in early and responding quickly to all my requests. The space itself was spotless, smelled amazing, and was incredibly comfortable. As a same-sex couple, safety is always a consideration when booking accommodations, but this location felt extremely secure. My partner and I were out late at night and felt completely at ease. The apartment has a double lock for added security, and the building itself is well-monitored. On top of all that, the view of downtown and the CN Tower was stunning. I highly recommend this stay, especially for couples—10/10!

Luxury Waterfront Downtown Condo w/ Pool & Parking
The apartment was lovely... Just perfect for us... We were a couple... It was self contained so we had everything we needed. Very clean... Secure as you need a key or code to enter... Nice location. Our hosts were the best. They were helpful from start to finish. Any questions were quickly answered. We did not meet in person but we felt like we did as we were in constant contact. It's close to downtown Toronto. We had a parking spot assigned to us. This made it so much nicer. We just had to take the elevator to get to "our home away from home". We had access to a pool and hot tub on the floor but did not have the time to see or use it.

Lakeside Condo Studio In Downtown Toronto
Very clean and great locations for nights in downtown Toronto

3BR Rooftop Pool-Gym-Steps-MTCC-CN Tower-Parking
The absolutely perfect spot for a quick Toronto vacation! Loved the space, and Matthew’s instructions for check-in, parking, etc. were fabulous.

Stylish Downtown Toronto Condo with Free Parking
Honestly, this was the best AirBnB I have stayed at. Super clean, beautifully decorated, well equipped, super soft sheets on an extremely comfortable bed - there is not anything I would say I wished were different. The location is a bit on the outskirts, but I really enjoyed the walk to get further into the action. There was no issues with noise/neighbors. Loved it and will definitely try to book again if I’m headed to Toronto.

Entire 2BR Condo Downtown + Skyline View + Parking
Great condo in a great location. Lovely view of Toronto. Walking distance to all amenities.

Luxury Downtown Condo For 6 (Near CN Tower)
I really enjoyed our stay here. The unit was exactly how it was described and shown in the pictures. Check in and out went very smoothly. The location was the best of all. The Rogers centre is pretty much right across the street if attending another Roger centre event, I will definitely Stay here again.
Quick stats about vacation rentals with a pool in Milton
Total rentals
40 properties
Total number of reviews
840 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi
Destinations to explore
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- Rentals with pools Regional Municipality of Halton
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- Rogers Centre
- Scotiabank Arena
- CN Tower
- Budweiser Stage
- Port Credit
- University of Toronto
- Metro Toronto Convention Centre
- The Danforth Music Hall
- CF Toronto Eaton Centre
- Exhibition Place
- Toronto Zoo
- TPC Toronto at Osprey Valley
- Royal Woodbine Golf Club
- Massey Hall
- Whistle Bear Golf Club
- Harbourfront Centre
- Jackson-Triggs Niagara Estate
- Yonge-Dundas Square
- Trinity Bellwoods Park
- Royal Ontario Museum
- Casa Loma
- Dufferin Grove Park
- Royal Alexandra Theatre
- Royal Botanical Gardens